Paraphaeosphaeride B

Details

• Internal ID: 06b6a100-d712-43e5-9698-fcd122895bc7
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2S,3S)-3-hydroxy-3-methyl-2-pentyl-2H-pyrano[2,3-c]pyrrole-4,5-dione
• SMILES (Canonical): CCCCCC1C(C(=O)C2=C(O1)C=NC2=O)(C)O
• SMILES (Isomeric): CCCCC[C@H]1[C@](C(=O)C2=C(O1)C=NC2=O)(C)O
• InChI: InChI=1S/C13H17NO4/c1-3-4-5-6-9-13(2,17)11(15)10-8(18-9)7-14-12(10)16/h7,9,17H,3-6H2,1-2H3/t9-,13-/m0/s1
• InChI Key: SYFQAADJVCMWAR-ZANVPECISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.28 g/mol
• Exact Mass: 251.11575802 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9752	97.52%
Caco-2	-	0.5176	51.76%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6444	64.44%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7822	78.22%
BSEP inhibitior	-	0.9711	97.11%
P-glycoprotein inhibitior	-	0.9315	93.15%
P-glycoprotein substrate	-	0.7338	73.38%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.8140	81.40%
CYP2C19 inhibition	-	0.7973	79.73%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.6943	69.43%
CYP2C8 inhibition	-	0.7634	76.34%
CYP inhibitory promiscuity	-	0.7300	73.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4936	49.36%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.6949	69.49%
Skin corrosion	-	0.8878	88.78%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4294	42.94%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6824	68.24%
skin sensitisation	-	0.7798	77.98%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5326	53.26%
Acute Oral Toxicity (c)	III	0.5493	54.93%
Estrogen receptor binding	-	0.6132	61.32%
Androgen receptor binding	-	0.6248	62.48%
Thyroid receptor binding	-	0.5774	57.74%
Glucocorticoid receptor binding	-	0.6160	61.60%
Aromatase binding	-	0.7842	78.42%
PPAR gamma	+	0.5485	54.85%
Honey bee toxicity	-	0.9564	95.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6176	61.76%
Fish aquatic toxicity	+	0.8077	80.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	96.97%	89.63%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.13%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.43%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.26%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.23%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.29%	85.14%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	82.01%	90.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.45%	96.90%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.63%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122228018
• LOTUS: LTS0048286
• wikiData: Q77422752